Yes! I have won numerous prizes through second chance drawings. Everything from sports merchandise (jerseys, caps, coats, collectible plaques) to brand new luggage sets, excellent kitchenware ( a full set of pots/pans/cutting boards/knives etc..), MP3 players and even cash.
The best thing is that it can be done without spending a dime! Most people do not enter second chance drawings and simply discard losing tickets which become available to anyone who wants to garf them from the trash. The biggest investment is your time as it is tedious entering the tickets (at least here in Massachusetts). I try to get at least 100 entries into each drawing and have done well. Some folks enter thousands of tickets and win multiple prizes. i have seen where one individual won over 30 prize packs in one second chance drawing.
There are ads on local craigslist where people seeking second chance tickets are actually paying for them, typically $10 for losing tickets!
Good Luck!